期刊
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
卷 71, 期 -, 页码 564-+出版社
INT UNION CRYSTALLOGRAPHY
DOI: 10.1107/S2053229615010311
关键词
thiosemicarbazide; 4-aminoquinoline; crystal structure; solid-state structure; alpha effect; amino-imino tautomerism; Hirshfeld surface analysis
资金
- FAPEMIG
- CAPES
- FADEPE
In the solid state, crystals of both 1-(7-chloro-1,4-dihydroquinolin-4-ylidene)-thiosemicarbazide-methanol-water (2/1/1), 2C(10)H(9)ClN(4)S center dot CH3OH center dot H2O, (I), and its hydrochloride salt {systematic name: [(7-chloro-1,4-dihydroquinolin-4-yl-idene)azaniumyl]thiourea chloride}, C10H10ClN4S+center dot Cl-, (II), assume the imine tautomeric form, contrary to other 4-amino-7-chloroquinolines. Of particular interest are the N-C bond lengths, which have appreciable double-bond character, and the C-N-C aromatic ring bond angle. Both of these parameters have been studied extensively in 4-amino-substituted quinolines. The crystal structures of (I) and (II) in this study provide interesting examples of the amino-imino tautomerism which exists in this class of compound and is, to the best of our knowledge, hitherto unreported.
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